基本情報
- CAS
112-48-1- 標準SMILES
CCCCOCCOCCCC- InChIKey
GDXHBFHOEYVPED-UHFFFAOYSA-N- 分子式
- C10H22O2
- 平均分子量
- 174.28 g/mol
- 単同位体質量
- 174.16197994
概要
Ethylene glycol dibutyl ether is a colorless liquid. (USCG, 1999)
名称と識別子
- 優先名称
- Ethylene glycol dibutyl ether
- IUPAC
- 1-(2-butoxyethoxy)butane
- 現地名
- エチレングリコールジブチルエーテル
- 英語名
- Ethylene Glycol Dibutyl Ether
- 分子式
- C10H22O2
- 分子量
- 174.28
名称と別名
名称をさらに表示
データベース識別子
- CAS
112-48-1- PubChem CID
- 8188
- DTXSID
DTXSID5074268- UNII
- 1HZO49D869
- EC Number
- 203-976-8
- Nikkaji
- J27.099G
物性
構造計算による物性
- XLogP
- 2.5
- 極性表面積
- 18.5 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 2
- 回転可能結合数
- 9
- 重原子数
- 12
- 形式電荷
- 0
- 複雑度
- 64.2
実験および物理化学的性質
Density
0.8 (USCG, 1999) - Less dense than water; will float
0.8319 at 25 °C/25 °C
Bulk density: 7.0 lb/gal at 20 °C ... combustible
Relative density (water = 1): 0.8
Solubility
In water, 2.0X10+3 mg/L at 20 °C
Solubility in water: poor
Flash Point
185 °F (USCG, 1999)
185 °F (open cup)
185 °F (85 °C) (CLOSED CUP)
85 °C o.c.
Boiling Point
399 °F at 760 mmHg (USCG, 1999)
203.3 °C
203 °C
Melting Point
-69.1 °C
-69 °C
物理化学的性質
- 融点
- -69 °C · -69°C(lit.)
- 沸点
- 202 °C · 202°C(lit.)
- 比重(密度)
- 0 · 0,84 g/cm3
- 屈折率
- 1.413 · 1.4130-1.4150
- 闪点
- 85 °C · 85°C
- 貯蔵温度
- Store at room temperature
- 水溶解度
- Practically insoluble in water
- 外見
- clear liquid
- 色
- Colorless to Almost colorless
- 比熱容量
- 2.01 J/ · Cp(liquid): 2.01 J/(g·K), at 25℃
- Henry's Law Constant
- 9.9 · 9.9×10-1 mol/(m3Pa) at 25℃, HSDB (2015)
- InChI
- InChI=1S/C10H22O2/c1-3-5-7-11-9-10-12-8-6-4-2/h3-10H2,1-2H3
- InChIKey
- GDXHBFHOEYVPED-UHFFFAOYSA-N
- SMILES
- C(OCCOCCCC)CCC
- CAS データベース
- 112 · 112-48-1(CAS DataBase Reference)
- EPAの化学物質情報
- Ethylene glycol dibutyl ether (112-48-1)
化学的性質
化学的特性Almost colorless liquid; slight odor. Slightly soluble in water. Combustible.
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.
Warning
H319 (66.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)
Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory.
危険有害性情報
Fire Hazards
Special Hazards of Combustion Products: On decomposition, it emits acrid smoke and irritating fumes. (USCG, 1999)
Combustible. Above 85 °C explosive vapour/air mixtures may be formed.
Hazards Summary
In animal experiments, effects include changes in erythrocyte count; [RTECS] A mild skin and eye irritant; Defats the skin; [ICSC] Oxidized by air producing unstable peroxides that can spontaneously explode; A skin and eye irritant; [CAMEO] See GLYCOL ETHERS.
Reactivity Profile
ETHYLENE GLYCOL DIBUTYL ETHER may react violently with strong oxidizing agents. May generate flammable and/or toxic gases with alkali metals, nitrides, and other strong reducing agents. May initiate the polymerization of isocyanates and epoxides. Relatively inert in other reactions, which typically involve the breaking of the carbon-oxygen bond.
NFPA Hazard Classification
1 - Materials that, under emergency conditions, can cause significant irritation.
2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.
0 - Materials that in themselves are normally stable, even under fire conditions.
安全と保護具
Fire Fighting
Fire Extinguishing Agents Not to Be Used: Water may be ineffective.
Use water spray, powder, alcohol-resistant foam, carbon dioxide.
First Aid Measures
Fresh air, rest.
Remove contaminated clothes. Rinse skin with plenty of water or shower.
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
Rinse mouth.
Disposal Methods
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
毒性情報
Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 17(SRC), determined from a structure estimation method(2), indicates that ethylene glycol dibutyl ether is expected to have very high mobility in soil(SRC). Volatilization of ethylene glycol dibutyl ether from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1X10-5 atm-cu m/mole(SRC), based upon its vapor pressure, 0.09 mm Hg(3), and water solubility, 2000 mg/L(4). Ethylene glycol dibutyl ether is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). Biodegradation data were not available(SRC, 2007).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 17(SRC), determined from a structure estimation method(2), indicates that ethylene glycol dibutyl ether is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 1X10-5 atm-cu m/mole(SRC), derived from its vapor pressure, 0.09 mm Hg(4), and water solubility, 2000 mg/L(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 4.9 and 39 days, respectively(SRC). According to a classification scheme(6), an estimated BCF of 16(SRC), from its log Kow of 2.48(7) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data were not available(SRC, 2007).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), ethylene glycol dibutyl ether, which has a vapor pressure of 0.09 mm Hg at 20 °C(2), will exist solely in vapor phase in the ambient atmosphere. Vapor-phase ethylene glycol dibutyl ether is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 10 hours(SRC), calculated from its rate constant of 3.9X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3).
Signs and Symptoms
Dry skin. Redness.
Redness.
Soil Adsorption/Mobility
Using a structure estimation method based on molecular connectivity indices(1), the Koc of ethylene glycol dibutyl ether can be estimated to be 17(SRC). According to a classification scheme(2), this estimated Koc value suggests that ethylene glycol dibutyl ether is expected to have very high mobility in soil(SRC).
Environmental Bioconcentration
An estimated BCF of 16 was calculated in fish for ethylene glycol dibutyl ether(SRC), using a log Kow of 2.48(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).
Volatilization from Water/Soil
The Henry's Law constant for ethylene glycol dibutyl ether is estimated as 1X10-5 atm-cu m/mole(SRC) derived from its vapor pressure, 0.09 mm Hg(1), and water solubility, 2000 mg/L(2). This Henry's Law constant indicates that ethylene glycol dibutyl ether is expected to volatilize from water surfaces(3). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(3) is estimated as 4.9 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 39 days(SRC). Ethylene glycol dibutyl ether's estimated Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Ethylene glycol dibutyl ether is not expected to
Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of ethylene glycol dibutyl ether with photochemically-produced hydroxyl radicals has been estimated as 3.9X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 10 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Ethylene glycol dibutyl ether is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2).
Environmental Fate/Exposure Summary
Ethylene glycol dibutyl ether's production and use as a solvent may result in its release to the environment through various waste streams. If released to air, a vapor pressure of 0.09 mm Hg at 25 °C indicates ethylene glycol dibutyl ether will exist solely in the vapor phase in the atmosphere. Vapor-phase ethylene glycol dibutyl ether will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 10 hours. If released to soil, ethylene glycol dibutyl ether is expected to have very high mobility based upon an estimated Koc of 17. Volatilization from moist soil surfaces is expected to be an important fate process based upon an estimated Henry's Law constant of 1X10-5 atm-cu m/mole. Biodegradation data were not available. If released into water, ethylene glycol dibutyl ether is not expected to adsorb to suspended solids and sediment based upon the estimated Koc. Volatilization from water surfaces is expected to be an important fate process based upon this compound's estimated Henry's Law constant. Estimated volatilization half-lives for a model river and model lake are 4.9 and 39 days, respectively. An estimated BCF of 16 suggests the potential for bioconcentration in aquatic organisms is low. Hydrolysis is not expected to be an important environmental fate process since this compound lacks functional groups that hydrolyze under environmental conditions. Occupational exposure to ethylene glycol dibutyl ether may occur through inhalation and dermal contact with this compound at workplaces where ethylene glycol dibutyl ether is produced or used. (SRC)
Non-Human Toxicity Values
LD50 Rat oral 3250 mg/kg
LD50 Rabbit dermal 3560 mg/kg
安全データ
- rtecs
- KH9450000
- hs_code
- 29091990
- 化審法
- (2)-420, (7)-1321
- 消防法
- 危-4-3-III
- safety_code
- 23-24/25
- 有毒物質データの
- 112-48-1(Hazardous Substances Data)
化学と産業
用途と製造
Uses
Used as a high-boiling inert solvent, e.g., in extraction applications; [Hawley]
High-boiling point inert solvent; specialized solvent and extraction applications.
Solvent
Methods of Manufacturing
Ethylene glycol monoethers are usually produced by reaction of ethylene oxide with the appropriate alcohol. A mixture of homologues is obtained ... The glycol monoethers can be converted to diethers by alkylation with common alkylating agents, such as dimethyl sulfate or alkyl halides ( Williamson synthesis). Glycol dimethyl ethers are formed by treatment of dimethyl ether with ethylene oxide. /Ethers/
応用分野
解説エチレングリコールジブチルエーテルとは、エーテル基を2つ持つ化合物です。 「エチレングリコールジ-n-ブチルエーテル」「1,2-ジブトキシエタン」「5,8-ジオキサドデカン」など、さまざまな別名で呼ばれています。常温では無色~わずかに薄い黄色い液体で、水には難溶です。引火性があるため、熱や高温の体、火気から遠ざける必要があります。
説明Ethylene glycol dibutyl ether (EDBE) is a glycol ether with the chemical formula (C4H9OCH2)2. It is a clear liquid with an odor similar to that of acetone and diethyl ether. EDBE is soluble in water but insoluble in organic solvents such as benzene or toluene. EDBE has been shown to have hydroxyl and ether groups, which are essential for its chemical stability. The intramolecular hydrogen bond between the hydroxyl group and the ether oxygen atom is also an important factor in determining the structure of EDBE. EDBE is chemically stable at room temperature and can be found as a component of hydraulic fluids, paints, varnishes, lubricants, adhesives, cleaning agents, and degreasers.
使用High-boiling inert solvent; specialized solvent and extraction applications.
一般的な説明Colorless liquid.
使用用途エチレングリコールジブチルエーテルは、「フォトレジスト」という材料の組成に使われています。フォトレジストとは、光によって物性が変化する性質を持ち、半導体のエッチング (薬品の腐食作用を利用した表面加工技術) に使われる素材です。 半導体部品の加工では、回路などを印刷するために微細な溝をエッチングで形成します。エッチングで重要なのは、削りたい部分だけを薬品に触れさせ、削らない部分は耐食性のあるフォトレジストで被覆することです。 そこで、被覆する部分の形状を精密に制御するため、半導体の表面にフォトレジストを塗布してから特定の波長の光や電子線を照射して、被覆する形状のパターンを焼き付けます。その後、現像液処理で不要な部分のフォトレジストを溶解させ除去し、フォトレジストのない部分をエッチングします。 これにより、選択的に半導体の一部を腐食させ、複雑な構造の集積回路を作ることが可能です。
調製方法
純化方法Shake the ether with aqueous 5% Na2CO3, dry with MgSO4 and store it with chromatographic alumina to prevent peroxide formation. [Beilstein 1 III 2083, 1 IV 2382.]
上流・下流製品情報
上流原料
サプライヤー100 社
関連反応
化合物ノート
読み込み中…